Meiji Seika Kaisha, Ltd.

Meiji Seika Pharma Co., Ltd.

Nippon Kayaku Co., Ltd

Basf Se Corporation

Kazumi Yamamoto

Hiroshi Kurihara

Nozomu Nakanishi

Shizuo Shimano

Takeshi Teraoka

Akinori Morikawa

Hiroki Hotta

Nobuto Minowa

Kazuhiko Oyama

Keiichi Imamura

Masayo Sakai

Takashi Ando

Masaaki Mitomi

Ryo Horikoshi

Norio Sasaki

Kimihiko Goto

Michiaki Iwata

Yoshihiro Usui

Nobumitsu Sawai

Takashi Watanabe

Osamu Sakanaka

Makoto Matsumura

Yasuhito Kato

Makoto Taniguchi

Kouki Tanigakiuchi

Mikio Sekiguchi

Takaaki Miyake

Jun Iwabuchi

Kouichi Mitomo

Hirokazu Kuroda

Natsuko Yamada

Kenichi Yamamoto

Takashi Teraoka

Ando Takashi

[Problem] The present invention provides a method for producing and isolating a target quinolone derivative using general industrial facilities with high purity. [Solving means] The present invention also provides a method for producing a quinolone derivative, the method including reacting a ketone with an anthranilic acid derivative using an aluminum halide and removing the aluminum halide under basic conditions.

Method for producing quinolin-4(1H)-one derivative

An objective of the present invention is to provide a process for producing 4-carbonyl oxyquinoline derivatives useful as agricultural and horticultural pesticides and fungicides. The objective can be attained by a process for producing 4-carbonyl oxyquinoline derivatives represented by general formula (1), the process including reacting a quinolone derivative with a halogenated compound or an acid anhydride in the presence of a phase transfer catalyst and a base. 

Process for producing 4-carbonyloxyquinoline derivatives

A process for producing compound C represented by formula C is disclosed: wherein R' represents substituent groups as described herein. The process can produce pyripyropene derivatives that have acyloxy groups at the 1- and 11-positions and a hydroxyl group at the 7-position and are useful as insect pest control agents at a high yield.

Process for producing pyripyropene derivatives and intermediates for the production thereof

An objective of the present invention is to provide a crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate having stable physicochemical properties. The objective is attained by a crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate that exhibits a diffraction peak pattern shown in FIG.as determined by powder X-ray diffractometry.

Stabilized crystal of 2-ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinoline-4-yl methyl carbonate, process for producing the crystal, and agricultural chemical composition comprising the crystal

Disclosed is a process for producing 6-aryloxyquinoline derivatives useful as insecticides or fungicides for agricultural and horticultural use. The process comprises a cyclization reaction step of reacting an anthranilic acid derivative represented by general formula (1) with a kenone in the presence of an acid to obtain a quinolone derivative and a condensation reaction step of reacting the quinolone derivative with a halogen compound or an acid anhydride to obtain a quinoline derivative. 

Process for producing 6-aryloxyquinoline derivative and intermediate therefor

Disclosed is a process for producing compound C represented by formula C: wherein R' represents straight chain, branched chain, or cyclic Calkylcarbonyl, wherein Ris used as a protective group for hydroxyl at the 7-position of compound C. Rrepresents formyl; optionally substituted straight chain Calkylcarbonyl; optionally substituted benzyl; group &#x2014;SiRRRoptionally substituted by halogen atom wherein R, R, and Reach independently represent straight chain or branched chain Calkyl or phenyl; Calkyloxy-Calkyl optionally substituted by halogen atom; Calkylthio-Calkyl optionally substituted by halogen atom; straight chain, branched chain, or cyclic Calkyl optionally substituted by halogen atom, provided that, when alkyl in the Calkyl group is of a branched chain or cyclic type, the alkyl group is Calkyl; Calkenyl optionally substituted by halogen atom; Calkynyl optionally substituted by halogen atom; or an optionally substituted saturated or unsaturated five- or six-membered heterocyclic group. The process can produce pyripyropene derivatives that have acyloxy groups at the 1- and 11-positions and a hydroxyl group at the 7-position and are useful as insect pest control agents at a high yield.

Disclosed are compounds that have excellent insecticidal activity and are usable as agricultural and horticultural insecticides. Compounds represented by formula (I) or agriculturally and horticulturally acceptable acid addition salts thereof have excellent insecticidal activity and are usable as agricultural and horticultural insecticides. 

Quinoline derivatives and insecticide comprising thereof as active ingredient

Disclosed are novel compounds useful for the control of harmful organisms, harmful organism control agents using the same, and processes for producing the novel compounds. The useful novel compounds according to the present invention include compounds represented by formula (1). The compounds represented by formula (1) have potent activity against harmful organisms, and do not have phytotoxicity against agricultural and gardening plants, as objects to which the compounds of the present invention are applied for preventive and exterminating purposes, and human beings and beasts wherein A represents a bond or an optionally substituted alkylene chain; Rrepresents one or more groups, which may be the same or different, selected from the group consisting of a hydrogen atom, alkoxy, and haloalkoxy; Rrepresents a hydrogen atom, benzyl, alkyl or alkanoyl, in which the groups other than the hydrogen atom may be substituted; and Rrepresents a hydrogen atom, cycloalkyl, cycloalkenyl, aryl or a heterocyclic group, in which the groups other than the hydrogen atom may be substituted, excluding the case where Rrepresents a hydrogen atom, A represents a bond or a methylene chain, and Rrepresent phenyl or cyclohexyl, and the case where A represents an alkylene chain and Rrepresents a hydrogen atom.

Picolinamide derivative and harmful organism control agent comprising said picolinamide derivative as active component

An objective of the present invention is to provide a harmful organism control agent that possesses excellent control effect against harmful organisms and can be safely used. The present invention provides a compound of formula (1) or a salt thereof. The present invention also provides a harmful organism control agent comprising the compound of formula (1). wherein R, n, R, and Rare as defined in the specification.

Pest controllers

A new agricultural and horticultural fungicide having an excellent control effect is provided. 4-Quinolinol derivatives represented by the following formula: or agriculturally and horticulturally acceptable acid addition salts thereof.

4-quinolinol derivatives and fungicides containing the same as an active ingredient used for agriculture and horticulture

An objective of the present invention is to provide an ectoparasite control agent for homothermic animals, which has high control effect and is safe. The compounds according to the present invention are compounds represented by formula (I) and salts thereof:wherein Rrepresents optionally substituted alkyl; optionally substituted alkenyl; optionally substituted alkynyl; ORwherein Rrepresents optionally substituted alkyl, optionally substituted alkenyl, or optionally substituted alkynyl; or SRwherein Ris as defined above, Rrepresents optionally substituted alkyl, any one of Rand Rrepresents hydrogen and the other represents fluorine, chlorine, bromine, or CF, and X represents fluorine or chlorine.

Halogen-substituted quinoline derivatives and ectoparasite control agent

Rice blast control agents

4-Quinolinol derivatives and agrohorticultural bactericides containing the same as active ingredient

Growing community of inventors

Kamakura, Japan

Kazumi Yamamoto